I'd split the money and get two different sets. A cheaper robust and/or comfortable model to use when you're exercising and something more expensive that sounds great.
For the first one I'd look at stuff by meelec and entry level shure models. Meelec are on the cheap side but are very good value and they have plenty of different eartips so you'd get a comfortable seal. I've a shure se110 for about 5 years that I use in bed and it still works fine, it doesn't sound as good as some of my others models but it's definitely the toughest.
For the more expensive one, it's hard to say as depending on your personal music choices the options will vary. If you listen to classical music a bass heavy model won't suit your needs very well. It's probably a little bit overwhelming due to it's size as the reviewer compares models that cost over $1000 to ones under $10, but I'd have a read of this:
http://www.head-fi.org/t/478568/mult...umpet-06-19-12
There is a table at the end which ranks the various models so it's more digestible, so use that as a starting point and ctrl+f to pick out ones that take your fancy and are within your price range.